
Apartments for Rent in Winter Garden, FL Under $2,000 (66 Rentals)


Lakewalk at Hamlin

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Homestead at Hamlin

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Windermere Cay

Registry on Grass Lake

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The Lodge at Hamlin

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IMT Sonoma Hills

The Haven at Lake Britt

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Prose Horizons Village

Solay Horizon West
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

Ascend Waterleigh Village

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Apollo Apartments

Birchstone Waterleigh

Vida Winter Garden

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Country Gardens

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Prose Avalon Pointe

The Westerly

Garden City Apartments

Inland Seas Apartments

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16024 Micelli Dr, Unit 1, Unit 1
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

Integra Avalon

Halston Waterleigh

Winterwoods

16652 Rialto Dr

233 Southern Pecan Cir

165 Windtree Ln

508 Varsity St

376 Douglas Way

88 Windtree Ln

203 N Dillard St
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

12506 Westhaven Oak Dr

17102 Heartwood Loop

1301 Eastern Pecan Pl

417 Southern Pecan Cir

8907 Frodsham Way, Unit B

15267 Honeybell Dr

Smith & Main

Cortland Independence

Vintage Horizon West

The Overlook
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Slate Luxury Apartments

Palm Crossing

West Pointe Villas

Park Avenue Villas

Arya at Windermere

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Regency

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Broadstone Overlands

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Casa Mirella

Arbours at Crown Point

Serenza at Ocoee Village Apartments
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Winter Garden, FL Local Guide

How much does it cost to rent an apartment in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden Studio Apartments Under $2000 | $1,615 | $1,099 | $1,836 |
| Winter Garden 1 Bedroom Apartments Under $2000 | $1,854 | $1,295 | $3,063 |
| Winter Garden 2 Bedroom Apartments Under $2000 | $2,264 | $1,444 | $4,966 |
| Winter Garden 3 Bedroom Apartments Under $2000 | $2,856 | $1,925 | $7,754 |
| Winter Garden 4 Bedroom Apartments Under $2000 | $2,784 | $2,699 | $2,861 |
Browse Top Apartments in Winter Garden
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Winter Garden, FL Local Guide
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Winter Garden, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Garden, FL Rentals by Map
See the most popular apartments and homes in Winter Garden, FL
Frequently Asked Questions about Winter Garden
How much are Studio apartments in Winter Garden?
There are currently 15 Studio Apartments in Winter Garden with rent ranges from $1,099 to $1,836 with an average price of $1,615.
What is the current price range for One Bedroom Winter Garden Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winter Garden ranges from $1,295 to $3,063 with an average monthly rent of $1,854.
What does renting a Two Bedroom Apartment in Winter Garden cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winter Garden range from $1,444 to $4,966. Today's average rental price for Two Bedrooms here is $2,264.
How expensive are Winter Garden Three Bedroom Apartments?
There are currently 45 Three Bedroom Apartments listings available in Winter Garden on ApartmentHomeLiving.com. The pricing ranges from $1,925 to $7,754 - averaging $2,856 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.